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The Daily Dish Watch What Happens Live with Andy Cohen

Donald Trump Once Said Something Truly Cringeworthy to Try to Get Brooke Shields to Date Him

Find out how the iconic actress responded.

By Laura Rosenfeld
Trump’s Cringe-Worthy Attempt to Date Brooke Shields

Let's get one thing straight: Brooke Shields has hung out with a lot of famous people over the years, and we have the pics to prove it, thanks to Tuesday night's Watch What Happens Live with Andy Cohen. And you know when you run in the same social circle as the likes of Elizabeth Taylor, Andy Warhol, and Michael Jackson, you're probably bound to run into none other than President Donald Trump, too. 

How to Watch

Tune in to WWHL on Bravo Sunday through Thursday and next day on Peacock. Catch up on the Bravo App.

Andy Cohen played a little WWHL gamelet with Shields in which she was tasked with guessing which celebrity she was pictured with in various photos over the years. When it was revealed that Shields had posed with Trump in a pic circa 1992, which you can view below, she became visibly disgusted, especially as she remembered that time he asked her out on a date.

Shields poses with Trump at an event circa 1992. 

Shields never ended up going on that date with Trump, probably because he used a truly cringeworthy pickup line. Press play on the video above to find out what it was, and prepare to feel a tad uncomfortable.

Candice Bergen also recently revealed her date with a young Trump during her college years when she appeared on WWHL last month. Get the scoop on that unforgettable evening, below.

Candice Bergen’s Date with Donald Trump
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